Synthesis of 2-Mono- and 2,2-Bis[2-(1 H -tetrazol-5-yl)ethyl] Derivatives of Dipterocarpol

The azidation of 2,2-bis(2-cyanoethyl)-20-hydroxydammar-24-en-3-one afforded new tetrazole derivatives of natural dipterocarpol, 2-(2-cyanoethyl)-2-[2-(1H-tetrazol-5-yl)ethyl]-20-hydroxydammar-24-en- 3-ones, 2,2-bis[2-(1H-tetrazol-5-yl)ethyl]-20-hydroxydammar-24-en-3-one, and 2,2-bis[2-(1H-tetrazol-5-yl)- ethyl]-3-oxo-25,26,27-trinordammaran-(20S),24-olide. The structure of the final and intermediate products was determined by NMR spectroscopy and X-ray analysis.